Director of Tax Strategy (100% Remote)

TaxValet

21d•$87,980 - $100,000•Remote

About The Position

The Director of Tax Strategy holds a high level of responsibility for the smooth functioning, strategic direction, and risk management of our Onboarding and Audit & VDA teams. This is a leadership role for someone who loves guiding teams through complex work, not by having every answer, but by asking the right questions. You’ll help our managers and specialists think strategically, minimize risk, and show up as trusted advisors to our clients (and each other). You’ll bring structure when things are messy, perspective when things are stressful, and calm when… things get weird. (Because sometimes things get weird.) You’ll spend your time developing strong managers, strengthening operational systems, supporting high-stakes tax strategy decisions, and ensuring our teams have what they need to deliver a consistent, high-quality experience, even as we continue to scale. As a member of TaxValet’s management team, this role offers a unique opportunity to shape how we deliver our services at a high level, reduce client stress, and build a world-class team in a company that cares deeply about people, purpose, and doing excellent work.

Requirements

Strong sales tax foundation, especially around nexus, taxability, and multi-state compliance strategy, and the ability to understand how decisions ripple into compliance outcomes over time.
Demonstrated ability to research and interpret state statutes and translate complexity into clear, actionable guidance for teams and clients.
Proven experience leading teams through complex, high-stakes work where accuracy, timeliness, and risk management matter.
Strong operational instincts: you can improve systems, create scalable workflows, and raise quality without burning people out.
Comfortable partnering cross-functionally to adopt improvements that increase efficiency and accuracy.
Able to use data and spreadsheets to plan capacity, forecast needs, and guide prioritization.
You’re drawn to leadership and coaching, not because you “have to,” but because you genuinely care about helping people grow and thrive.
You hold people accountable with care and clarity, because clear is kind.
You bring a growth mindset and know how to build that culture within your teams: curiosity, feedback, experimentation, and learning are normal here.
You’re calm under pressure and can lead through high-stress situations without spreading chaos. (We love a steady nervous system.)
You’re a strong communicator and can coach others in client and internal communication daily.
You’re resourceful, strategic, and comfortable navigating ambiguity; you don’t need someone to hand you step-by-step instructions to create clarity.
You align with (and actively live out) our core values: Feel It, Shape It, Own It, Crush It, Question It.

Responsibilities

Vision & Direction. Define and drive the strategic goals of the Onboarding and Audit & VDA teams in alignment with TaxValet’s long-term direction. Establish clear priorities, operating rhythms, and improvement initiatives that keep quality high and risk low as the business scales.
Team Development, Management and Leadership. Develop and coach leaders across Onboarding and Audit & VDA, ensuring they have the support, tools, and training needed to lead confidently. Create a culture of accountability and growth where expectations are clear, feedback is consistent, and people are continuously improving (because clear is kind).
Tax Strategy, Risk & Escalation Leadership. Provide strategic tax leadership by helping teams identify risk areas, ask smart questions, and make strong decisions in complex or high-stakes situations. Own escalations when a client or partner situation isn’t going well, ensuring a successful outcome while strengthening the team’s ability to handle similar issues in the future.
Operational Excellence & Problem-Solving. Support teams in identifying operational issues, pain points, and bottlenecks, and designing practical solutions. Promote curiosity and experimentation that leads to continual improvement over time, and ensure key processes are documented and executed consistently so quality stays strong as we grow.
Cross-Functional Partnership. Partner across operational teams, Tech & Innovation, and Sales & Marketing to improve handoffs, strengthen communication, and support consistent tax strategy positioning throughout the client lifecycle. Serve as a liaison to Marketing by reviewing outlines and final drafts of external content to ensure technical accuracy, strategic clarity, and alignment with TaxValet’s voice and messaging, grounded in confidence (not fear). Facilitate our legal support process and relationships with approved legal partners to ensure we get the right guidance at the right time.

Benefits

Target annual compensation - $87,980 - $100,000 commensurate to experience
43 days off per year. This includes 22 holidays per year, plus 21 days of PTO per year. Yes, seriously.
3 additional days off per year to volunteer with a non-profit organization of your choice.
Company pays 100% of health, short-term disability, and long-term disability insurance, and 99% of dental and vision insurance.
401(k) Plan with generous company matching. We match 100% of up to a 3% contribution, and an additional 50% match on a 4-5% contribution.
100% Remote work with core working hours of 11 AM - 4 PM EST.
The ability to participate in the company profit sharing program the year after your hire date (pending passing a financial literacy quiz.)
Don't just take our word for it—see what our employees have to say:
For the past 5 years, we've proudly maintained an impressive eNPS score of over 90!
Our team has consistently awarded us a 4.9-star rating on Glassdoor!
TaxValet has made the Inc 5000 list in 2023, 2024, and 2025
We’re proud to have made the top 10 list for Best Remote Workplaces in America by Best Companies Group in 2023, 2025 & 2026
Come join us and find out why!
We encourage ongoing training, and learning and development, through munch and learns, coaching, the chance to work on diverse projects, our continuous education reimbursement program, and more!
We believe in and support growth opportunities. We take pride in promoting from within, and we encourage cross-department moves to explore new areas of the business and broaden your skill set.
We are proud to have a diverse team of employees where everyone’s voice matters. And we mean that! We have regular processes in place for everyone to share their feedback, thoughts and ideas.